Effect of chitosan-protocatechuic acid conjugate on stability and encapsulation capacity of polysaccharide-based high internal phase emulsion

Carbohydr Polym. 2023 Mar 15:304:120487. doi: 10.1016/j.carbpol.2022.120487. Epub 2022 Dec 23.

Abstract

The aim of this work was to fabricate chitosan-protocatechuic acid (CSPA) conjugates by free radical grafting method and use them as novel emulsifiers to inhibit lipid oxidation and delay the photodegradation rate of curcumin in polysaccharide-based high internal phase emulsions (HIPEs). Results of UV-vis, FT-IR and 1H NMR spectra demonstrated that PA had been successfully bonded to chitosan (CS) through ester and amino linkages. CSPA conjugates (especially those with the ratio of CS to PA of 1:0.75) showed significantly increased water solubility and antioxidant activity than CS monomer. Furthermore, compared with sole OSA starch (OSAS), the electrostatic combination of CS and CSPA conjugate with OSAS could further reduce the interfacial tension, which was conducive to their adsorption at the oil-water interface. The introduction of CS and CSPA conjugate also increased the viscosity of aqueous phase and promoted the formation of gel-like percolating network structure, thereby effectively preventing droplets coalescence and endowing HIPEs with ideal viscoelasticity. More importantly, the contents of lipid hydroperoxide (24.09 μmol/g oil) and malondialdehyde (166.71 nmol/g oil) in HIPEs prepared by OSAS-CS-CSPA complexes were lower than those stabilized by OSAS, OSAS-CS and OSAS-CSPA complexes during accelerated storage. In addition, HIPEs prepared by OSAS-CS-CSPA complexes showed stronger protection capacity on curcumin against ultraviolet irradiation and natural light degradation. This study will provide useful information and technical reference for the fabrication of antioxidant polysaccharide-based HIPEs delivery vehicles.

Keywords: Chitosan; Curcumin; HIPEs; Lipid oxidation; OSA starch; Protocatechuic acid.

MeSH terms

  • Antioxidants / chemistry
  • Antioxidants / pharmacology
  • Chitosan* / chemistry
  • Curcumin* / chemistry
  • Emulsions / chemistry
  • Particle Size
  • Polysaccharides
  • Spectroscopy, Fourier Transform Infrared
  • Water / chemistry

Substances

  • Antioxidants
  • Chitosan
  • Curcumin
  • Emulsions
  • Polysaccharides
  • protocatechuic acid
  • Water